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Subject: ORGLIST: Research talks by eminent scientists



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Subject: ORGLIST: Research talks by eminent scientists
Members of this list might be interested in our collection of video/chemical materials

at
http://www.ch.ic.ac.uk/video/


Here, we have offered archive video materials from our Institute, relating to

members, past and present of our department, and two very recent research

seminars that were recorded here. One talk (Charles Rees)

is linked to 3D models of the molecules, for which you will need a plugin

such as Chime or Chem3D.
We expect to add to this collection on a regular basis.
Legal bit: this material is all copyrighted, and no unauthorised use for

republication is permitted.


I believe other similar collections exist, although I am not aware

of any good index of such materials. If anyone knows of similar

projects at their own institute, please let this list or me know!
If anyone wants details of how the stuff was made (and how much

it cost!) please contact me.

--
Henry Rzepa. +44 (0)20 7594 5774 (Office) +44 (0)20 7594 5804 (Fax)

Dept. Chemistry, Imperial College, London, SW7 2AY, UK.

http://www.ch.ic.ac.uk/rzepa/

__________________


Date: Thu, 17 Feb 2000 17:29:36 -0500 (EST)

From: Arthur Cammers-Goodwin

Subject: Re: ORGLIST: Elemental analysis
On Tue, 15 Feb 2000, Jonas Nilsson wrote:
> I'm having some trouble with my elemental analysis of some of my

> compounds. The ones which gives me trouble are all aromatic amidines

> Ar-C(=NH)-NH2. This is an example of how it works out:
Your materials probably contain water. A portion of the material may be in

the protonated state. Recalculate the expected values from adjusted water

content to see if the experimental C,H, N numbers become more accurate and

stay within acceptable levels of precision. At that point you have some

choices. This can be done with any spread sheet program.
Arthur Cammers-Goodwin

Department of Chemistry

University of Kentucky

Lexington, KY 40506-0055

606-323-8977 voice

606-323-1069 fax


acgood1@pop.uky.edu

http://www.chem.uky.edu/research/cammers/cammerscv.html

__________________
Date: Sat, 19 Feb 2000 12:15:28 -0000

From: "Darren Rhodes"

Subject: ORGLIST: Japanese Patent
Would anyone be prepared to help me by translating a patent from Japanese to

Englsih, please? The patent concerns the biotransformation of a racemic

lactone to an enantiomerically enriched hydroxy acid leaving the chiral

antipode as the lactone. The paper then goes on to describe how the chiral

hydroxy acid is converted back to the lactone (which is now

enantiometrically enriched).

I am interested in the details of how this chemistry is controlled (not the

enzyme part: that's trivial; rather, the control of lactone to hydroxy acid

to lactone). In anticipation ... thanks. Darren.

ps the patent is seven pages.

__________________
Date: Sun, 20 Feb 2000 07:12:13 +0100

From: Shu-Kun Lin

Organization: MDPI (http://www.mdpi.org)

Subject: ORGLIST: Invitation from new Editor-in-Chief of MOLECULES
Dear colleague:
I would like to invite you to contribute a review or research

paper for consideration and publication in MOLECULES

(ISSN 1420-3049) at the http://www.mdpi.org/molecules/

website.


Because it is a free online journal, papers published in

MOLECULES receive very high publicity. Authors who have

published in MOLECULES have informed us that they receive

many more reprint requests than for other papers. It has been

indexed and abstracted by several leading indexing and

abstracting services, including Chemical Abstracts; CAPLUS;

Science Citation Index Expanded; SciSearch, Research Alert;

Chemistry Citation Index; Current Contents/Physical, Chemical

& Earth Sciences.
Please send your manuscripts to Dr. Derek J. McPhee, the

Assistant Editor of MOLECULES, by e-mail:

mcphee@mdpi.org.
Thank you in advance for your kind support. Looking forward

to hearing from you soon.


Sincerely,

Reinhard Neier


Prof. Dr. Reinhard Neier

Editor-in-Chief of MOLECULES

(http://www.mdpi.org/molecules/)

Institut de Chimie, University of Neuchatel

Av. Bellevaux 51, CH-2000 Neuchatel, Switzerland,

Phone: +41 32 718 2428, FAX: +41 32 718 2511,

E-mail Reinhard.Neier@ich.unine.ch

__________________


Date: Mon, 21 Feb 2000 14:01:05 +0100

From: Lichun Chen

Subject: ORGLIST: How to dissove nylon 11
Dear Chemists:

I try to dissolve nylon 11 by organic solvent, could you please give

me a suggestion about the solvent and method to dissolve nylon 11.

I am looking forwards o your reply.

Sincerely yours

Lichun Chen

__________________
Date: Mon, 21 Feb 2000 09:31:51 EST

From: DanKruh@aol.com

Subject: ORGLIST: Organic Solvent For Nylon 11
Re: Lichun Chen's request on the above subject, we used to commercially

dissolve nylon in hot, molten phenol for use as a coating for copper wire.

This coating was used as electrical insulation. I don't recall which specific

nylon was used or the percentage that dissolved, but I remember that the

phenol needed to be water-free to the extent possible in a commercial grade.

Based on this, I would suggest to try phenol.


Daniel Kruh, Ph.D.

Poly(Chem-Tech)

E. Brunswick, NJ, USA

__________________


Date: Mon, 21 Feb 2000 10:33:32 EST

From: DanKruh@aol.com

Subject: ORGLIST: Phenol As Solvent For Nylon: Safety Comment
Subj: Organic Solvent For Nylon 11

Date: 2/21/00

To: orglist@dq.fct.unl.pt
Re: Lichun Chen's request on the above subject, we used to commercially

dissolve nylon in hot, molten phenol for use as a coating for copper wire.

This coating was used as electrical insulation. I don't recall which specific

nylon was used or the percentage that dissolved, but I remember that the

phenol needed to be water-free to the extent possible in a commercial grade.

Based on this, I would suggest to try phenol.


Please note, however, phenol is extremely dangerous and toxic. It easily

burns the skin and will pass into the blood stream rapidly. Safety

precautions are necessary.
Daniel Kruh, Ph.D.

Poly(Chem-Tech)

E. Brunswick, NJ, USA

__________________


Date: Tue, 22 Feb 2000 09:25:12 -0500 (GMT)

From: Prof T P radhakrishanan

Subject: None
>From :

Dr.T.P.Radhakrishnan

School of Chemistry

University of Hyderabad

India

tprsc@uohyd.ernet.in


Hello !
Can someone enlighten me on what polymer is used in synthetic

turfs for (field) hockey ?


Thanks in advance

Radhakrishnan


__________________
Date: Tue, 22 Feb 2000 14:46:51 +0530 (IST)

From: A De

Subject: ORGLIST: methoxyindole
>From : Dr Asish De

Can any body give me any reference of convenient synthesis of

4-methoxyindole.

Thanks


Asish
__________________
Date: Tue, 22 Feb 2000 13:33:57 +0100

From: Jonas Nilsson

Subject: ORGLIST: New analysis results on the elemental analysis issue
Hello

I've just got som new analysis results on my troublesome amidines.


After drying for 3 hours at 90 deg centigrade in vacuum a new analysis

was made.

This is the results:
Theory : First result : Rigourus drying result

C 64.0%:51.7%:59.9%

H 6.4%:5.3%:5.7%

N 13.4%:11.4%:11.4%


Ash content 900 deg centigrade in air overnight:8.9%
The new analysis results are now within publicable (0.26% from theory)

limits if i use the following contaminants:

13.2288% CH3COOH (1.066eq)

8.1516% CO2 (0.896eq)


However this does not seem very good... The total amount of base

(CHCOOH/CO2) should not be much above one equivalent. There shoult also

be some water and it is not possible to match against CH3COOH/H2CO3 for

instance.


Maybe the different values is due to degradation at 90 deg.
There is also the ash content. 8.9%! This much cannot be inorganic

contamininant. Remember I have run RP-HPLC with MeOH/H2O/CH3COOH just

before. I have no explanation of this.
Does anybody know any compound containing only CHNO that will not

evaporate off at 900 deg. in air? Could some of my sample be left in the

elemental analysis apparatus?
What is wrong with theese amidines?

/jN


--

_____________________ _____________________

| Jonas Nilsson | | |

|Linkoping University | | Telephone |

| IFM | | --------- |

| Dept. of Chemistry | | work: +46-13-285690 |

| 581 83 Linkoping | | fax: +46-13-281399 |

| Sweden | | home: +46-13-130294 |

|_____________________| |_____________________|

__________________


Date: Tue, 22 Feb 2000 17:21:22 +0100

From: Jonas Nilsson

Subject: ORGLIST: Summary of elemental analysis issue
Hello again.

This is the proposals I got with som comments of mine.

--------------------------------------------------

From: robert eckl


Are you really sure that your amidines do not contain chlorine or other

halogens (HCl-or TFA-salt) ?

Comment: Pretty sure. The samples were hydrogenated too lose a Z-protecti=

On group on the amidine and then run on reversed phase HPLC (C18-column)

----------------------------------------------------

From: "Roux, Stephane"


Hi,
What was the HPLC column used for separation?
Normal or Reversed phase? and in case of the latter, (CH3)3-Si- treated

after


grafting?
I'm thinking that silica may have been dissolved.
Comment: I'm using reversed phase (C18) column. I don't thing it is

"endcapped". However i've run through 1000ml of solvant wothout any

measurable amound of residue. The only way it could be silica is if the

amidine somehow catalyzed the silica dissolution?!? Anyone ever heard

anything similar?

----------------------------------------------

From: Bob Gawley
What about inorganics?
Comment: Se the above. Inorganics shouldn't go through column.

------------------------------------------

From: "Manuel Toennis"
Could it be, that your amidines act as ligands for some metal

involved in the synthesis? (b, al form NaBH4/LAH)......

There must be something inorganic, a organic stuff remaining intact

at 900 =B0C can bring you the nobel prize :-)


Comment: I've thought about that. I do catalytic hydrogenation in palladi=

Um on carbon. Maybee the palladium can act as a ligand on the amidine. Can I

please get a second opinion on this. The Palladium is hovever just in

catalytic and not in equimolar amount. The NMR should then show two sets =

of peaks (one with and one without palladium ligand).

--------------------------------------------

--

_____________________ _____________________



| Jonas Nilsson | | |

|Linkoping University | | Telephone |

| IFM | | --------- |

| Dept. of Chemistry | | work: +46-13-285690 |

| 581 83 Linkoping | | fax: +46-13-281399 |

| Sweden | | home: +46-13-130294 |

|_____________________| |_____________________|

__________________


Date: 22 Feb 2000 08:19:38 -0800

From: Mauricio Esguerra

Subject: ORGLIST: Dodecanol from dodecyl bromide
Hello
I am an undergraduate chemistry student in Colombia South America. Right now I am doing a project with one of my teachers and I need to get dodecanol from dodecyl bromide. I have searched my university library thoroughly and have not found any experimental book or information about its process and yielding.

I would greatly appreciate anyone who can point me to good references on this.

I have of course already searched at March, Vogel, Wagner, and others with no success.
Thank you very much.

__________________


Date: Tue, 22 Feb 2000 09:15:55 -0800 (PST)

From: antonio regla

Subject: ORGLIST: Mechanism of 5,5-diphenylhydantoin
Dear List Members:

I am looking for the mechanism of the formation of

5,5-diphenylhidantoin from the reaction of benzil plus

urea under basic conditions. I have seen one mechanism

in an old lab manual, and it doesn't seem very likely

to me. Some of the steps seem unreasonable, I get the

feeling it is one of those mechanism proposed by

someone pressed for time. I would appreciate if

someone could point me in the right direction to find

information on a more reasonable mechanism. Thank you

all for your help.

Sincerely,

J. Antonio Regla

Chemistry Professor

School of Pharmacy

Universidad Autonoma del Estado de Morelos

Cuernavaca, Mexico

__________________


Date: Wed, 23 Feb 2000 09:18:32 +1100

From: RAB

Subject: RE: ORGLIST: Mechanism of 5,5-diphenylhydantoin
This is also known as dilantin, used clinically as an antiepileptic drug.

We used to run a a student lab making the stuff from benzil and urea. The

ref is Wilcox and Wilcox, Experimental Organic Chemistry, Prentice-Hall

1995.
The mechanism is pretty starightforward and reasonable under the basic

conditions in which the experiment is run.
Russell
*******************************************************

Russell A. Barrow, PhD

Department of Chemistry

Australian National University

Canberra, ACT 0200
Ph: (02) 6249 3419

Fax: (02) 6249 0760

Web: http://chemserver.anu.edu.au/rab
*******************************************************

__________________


Date: Tue, 22 Feb 2000 14:32:33 -0800

From: "Chapman, Robert D"

Subject: ORGLIST: Postdoc position announcement
POSTDOCTORAL RESEARCH FELLOWSHIP

ORGANIC SYNTHESIS


The Chemistry and Materials Division of the Research Department (Naval

Aviation Science & Technology Office) at the Naval Air Warfare Center

Weapons Division, China Lake, California anticipates the availability of a

postdoctoral research fellowship commencing in the last half of Fiscal Year

2000 (i.e., April-September 2000) in one or more of the following

specialties of organic synthesis: organic nitramines; nitroaliphatic

chemistry; saturated nitrogen heterocycles such as diazocines, pyrimidines,

and azetidines; difluoramine and its derivatives; energetic fluorine

chemistry; nitroheteroaromatic chemistry; organic laser dye chemistry;

organic dendrimer chemistry. Upon formal application, candidates will

develop a short research proposal of mutual interest. The annual stipend

ranges from $36,000-$45,000 depending on postgraduate experience. Benefits

include relocation expenses, medical and life insurance, and a professional

travel allowance. Consult the program's Web sites:

http://www.asee.org/postdoc/default.htm and

http://www.onr.navy.mil/sci_tech/special/onrpgaju.htm . The Chemistry and

Materials Division provides state-of-the-art instrumentation and laboratory

facilities in a stimulating atmosphere, located 150 miles north of Los

Angeles in the Mojave Desert. Read about the facilities (ASEE's Web page):

http://www.asee.org/fellowship/html/lab1.htm#nawcwd . U.S. CITIZENSHIP

REQUIRED. The next application deadline is 1 April 2000, and downselection

of interested candidates will occur in early March 2000. Write or call the

principal investigator to express interest: Dr. Robert Chapman, Naval Air

Warfare Center Weapons Division (Code 4T4200D), China Lake, CA 93555; phone

(760) 939-1663.

__________________


Date: Wed, 23 Feb 2000 15:25:48 +1100

From: Robyn L Crumbie

Subject: RE: ORGLIST: Mechanism of 5,5-diphenylhydantoin
We also use this as an undergraduate experiment, ref. Mohrig et al

"Experimental Organic Chemistry: A Balanced Approach", Freeman, 1 998. I

presume the mechanism is 2 nucleophilic additions, followed by a

pinacol-type rearrangement.

Dr Robyn L Crumbie FRACI
Department of Chemistry, UWS Macarthur

PO Box 555

Campbelltown 2560

AUSTRALIA

__________________
Date: Wed, 23 Feb 2000 14:59:04 +0900

From:

Subject: ORGLIST: About 4-aminobenzoic acid methyl ester synthesis
Dear ALL.
I am looking for a patent or reference to concern with 4-aminobenzoic acid

methyl ester(Methyl 4-aminobenzoate) synthesis.


If you have any information about this, Please let me know.
Kind Regards,
Masanori Takasuka

e-mail: arimoto2@mb.infoweb.ne.jp

__________________
Date: Tue, 22 Feb 2000 22:56:45 -0800 (PST)

From: Rudi Riyanto

Subject: ORGLIST: chlorophyll
1. We had isolated chlorophylls from spinach leaves,

using this following method : after we got spinach

leaves extract / aceton, we added it with the

appropriate amount of CaCO3. The mixture was stirred

well and filtered using buchner flask. When the

filtrate was measured by spectrophotometri it showed

three peaks at 662, 430, 410 nm respectively as shown

in the literature. Is the isolated chloropyll pure, if

not do we need to do other tests such as TLC, paper

chromathography or other methods ?

2. By double beam spectrophotometer (UV-Vis Shimadzu

160A), how do we know the difference between

chlorophyll, pheophytin, Fe-pheophytin (heme),

Co-pheophytin ?

3. What's the colour of pheophytin, Fe-pheophytin,

Co-pheophytin ?

4. How do we get pheophytin, Fe-pheophitin,

Co-pheophytin from chlorophyll ? Can you explain it

more details ?
__________________
Date: Wed, 23 Feb 2000 08:53:38 +0100

From: "Schuit, ing. R.C."

Subject: RE: ORGLIST: Dodecanol from dodecyl bromide
Dear Mauricio,
Dissolve your dodecylbromide in EtOH/DMSO (70/100) and add 3 eq. of NaOAc

and reflux for 18h. Checked by GC. When the startingmaterial (RX) is

disapeared cooled the mixture down and add 1 volume of water. Extract with

Hexane/Et2O (1:1). Wash your organic fases with brine and water, dry on

MgSO4 or NaSO4 and evaporate the solvent. Purify the acetate with flash

chromatography (2% EtOAc/hexane). You have now the pure acetate.


Saponificate the acetate in 5% KOH/EtOH by refluxing voor 4h. Extract with

hexane/Et2O (1:1). Wash the extracts with brine and water, dry and evaporate

the solvent. Purify with flash chromatography with 5% EtOAc/hexane
Good luck!
Cheers,
Robert C. Schuit

_\\^//_


(`!O-0!')

-----------------------------ooO-(_)-Ooo--------------------------------

"If the left side of your brain controls the right side of your

body, then only left handed people are in their right mind."


> ----------

> From: Mauricio Esguerra

> Sent: dinsdag 22 februari 2000 20:19

> To: Multiple recipients of list orglist

> Subject: ORGLIST: Dodecanol from dodecyl bromide

>


>

> Hello


>

> I am an undergraduate chemistry student in Colombia South America. Right

> now I am doing a project with one of my teachers and I need to get

> dodecanol from dodecyl bromide. I have searched my university library

> thoroughly and have not found any experimental book or information about

> its process and yielding.

> I would greatly appreciate anyone who can point me to good references on

> this.


> I have of course already searched at March, Vogel, Wagner, and others with

> no success.

>

> Thank you very much.



__________________
Date: Wed, 23 Feb 2000 15:48:35 +0100 (MET)

From: Daniel Trachsel

Subject: ORGLIST:
We wish to synthesize demecolcine, starting from colchicine.

theoretically,a deacylation and then monomethylation would yield the

needed compound.

There are several experiments in Helv. Chim. Acta 1954 to methylate

directly the colchicine (which is an acetamide) without any or only little

success. Then, there are reactions to produce the unacylated amine in very

good yields. But how to monomethylate it under very mild conditions? The

methoxy-group on the tropone-ring is very unstable against acids and/or

bases. To formylate the amine (with ethylformate) and then reduce to the

corresponding methylamine would give a lot of byproducts (colchicine itself with

NaBH4 gave a reduction on the carbonyl-group on the tropone-ring). To

protect the oxo-group of the tropone-ring (to prevent from reduction or even

1,4-Additions) as an cyclic acetal(ethylenedioxy), catalyzed with TsOH in benzene

afforded some other products (maybe the TsOH did demethylate on the

tropone-ring).
If someone has an idea for this synthesis, please send it to:
daniel_trachsel@gmx.ch
Thanks and greetings daniel.

--


Sent through Global Message Exchange - http://www.gmx.net

__________________


Date: Wed, 23 Feb 2000 11:26:03 -0800

From: "Chapman, Robert D"

Subject: ORGLIST: Dodecanol from dodecyl bromide
Here are some references to this general transformation from my files, which

are by no means complete.


March, J. "Advanced Organic Chemistry" (4th ed.), p. 370;

Vogel, A.I. "Practical Organic Chemistry" (3rd ed.), pp. 247-249: though not

explicit, a straightforward route is suggested by the examples of reactions

of Grignard reagents, e.g., the Grignard from bromododecane to be hydrolyzed

by water;

Larock, R.C. "Comprehensive Organic Transformations", p. 481, several

references;

Hutchins, R.O. J. Org. Chem. 1983, 48, 1360 (dodecanol from bromododecane in

94% yield);

Gingras, M. Tetrahedron Lett. 1989, 279;

Alexander, J., Amer. Chem. Soc. 209th Nat. Meeting, April 1995, abstract

ORGN 277;

Patai & Rappaport, "The Chemistry of halides, pseudo-halides and azides,

Supplement D2", p. 718;

Ruddick, C.L. Synthesis 1996, 1359;

Sawamura, M. Chem. Lett. 1997, 705.

Robert D. Chapman, Ph.D.

Chemistry & Materials Division (Code 4T4200D)

Naval Air Warfare Center Weapons Division

China Lake, CA 93555 USA


__________________
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